Stereoselective Palladium-Catalyzed Decarboxylative γ-Arylation of Acyclic β,γ-Unsaturated Carboxylic Acids

被引:11
|
作者
Scheipers, Ina [1 ]
Koch, Eva [1 ]
Studer, Armido [1 ]
机构
[1] Westfal Wilhelms Univ Munster, Organ Chem Inst, Corrensstr 40, D-48149 Munster, Germany
关键词
ALPHA-AMINO-ACIDS; COUPLING REACTIONS; KETONE SYNTHESIS; DERIVATIVES; PHOTOREDOX;
D O I
10.1021/acs.orglett.7b00512
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium-catalyzed gamma-arylation of acyclic beta,gamma-unsaturated carboxylic acids with various aryl iodides is reported. The cascade comprises a decarboxylative gamma-palladation of beta,gamma-unsaturated alpha,alpha'-disubstituted carboxylic acids and subsequent C(sp(2))-C(sp(3)) bond formation to provide diaryl vinyl methanes in moderate to good yields and high E/Z-selectivities. Reaction with an enantiomerically pure acid revealed that the process occurs with high stereo-specificity.
引用
收藏
页码:1741 / 1743
页数:3
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